JPH05111384A - 多価不飽和脂肪酸の製造法 - Google Patents
多価不飽和脂肪酸の製造法Info
- Publication number
- JPH05111384A JPH05111384A JP3003160A JP316091A JPH05111384A JP H05111384 A JPH05111384 A JP H05111384A JP 3003160 A JP3003160 A JP 3003160A JP 316091 A JP316091 A JP 316091A JP H05111384 A JPH05111384 A JP H05111384A
- Authority
- JP
- Japan
- Prior art keywords
- moss
- cells
- polyunsaturated fatty
- medium
- fatty acids
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 235000021122 unsaturated fatty acids Nutrition 0.000 title description 3
- 150000004670 unsaturated fatty acids Chemical class 0.000 title description 3
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 claims abstract description 17
- 238000000034 method Methods 0.000 claims abstract description 15
- 239000007787 solid Substances 0.000 claims abstract description 13
- 239000007788 liquid Substances 0.000 claims abstract description 10
- 238000005286 illumination Methods 0.000 claims abstract description 7
- 238000012258 culturing Methods 0.000 claims abstract description 6
- 239000002537 cosmetic Substances 0.000 claims abstract description 5
- 235000013305 food Nutrition 0.000 claims abstract description 4
- 241000518474 Brachythecium rutabulum Species 0.000 claims abstract 2
- 241001600662 Pseudoscleropodium purum Species 0.000 claims abstract 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 15
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 12
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 10
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 8
- 239000011782 vitamin Substances 0.000 claims description 5
- 229940088594 vitamin Drugs 0.000 claims description 5
- 229930003231 vitamin Natural products 0.000 claims description 5
- 235000013343 vitamin Nutrition 0.000 claims description 5
- SXGZJKUKBWWHRA-UHFFFAOYSA-N 2-(N-morpholiniumyl)ethanesulfonate Chemical compound [O-]S(=O)(=O)CC[NH+]1CCOCC1 SXGZJKUKBWWHRA-UHFFFAOYSA-N 0.000 claims description 4
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 239000008103 glucose Substances 0.000 claims description 4
- 239000000122 growth hormone Substances 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 3
- 210000001577 neostriatum Anatomy 0.000 claims description 2
- 230000008569 process Effects 0.000 claims description 2
- 230000001105 regulatory effect Effects 0.000 claims 1
- YZXBAPSDXZZRGB-DOFZRALJSA-N arachidonic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O YZXBAPSDXZZRGB-DOFZRALJSA-N 0.000 abstract description 10
- 229940114079 arachidonic acid Drugs 0.000 abstract description 5
- 235000021342 arachidonic acid Nutrition 0.000 abstract description 5
- 238000000605 extraction Methods 0.000 abstract description 3
- 241000184277 Eurhynchium striatum Species 0.000 abstract 2
- 241001600678 Brachythecium salebrosum Species 0.000 abstract 1
- 241001136237 Rhytidiadelphus Species 0.000 abstract 1
- 210000004027 cell Anatomy 0.000 description 25
- 239000000243 solution Substances 0.000 description 10
- 150000002632 lipids Chemical class 0.000 description 9
- 235000014113 dietary fatty acids Nutrition 0.000 description 8
- 239000000194 fatty acid Substances 0.000 description 8
- 229930195729 fatty acid Natural products 0.000 description 8
- 150000004665 fatty acids Chemical class 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 150000004702 methyl esters Chemical class 0.000 description 5
- JAZBEHYOTPTENJ-JLNKQSITSA-N all-cis-5,8,11,14,17-icosapentaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O JAZBEHYOTPTENJ-JLNKQSITSA-N 0.000 description 4
- 229960005135 eicosapentaenoic acid Drugs 0.000 description 4
- JAZBEHYOTPTENJ-UHFFFAOYSA-N eicosapentaenoic acid Natural products CCC=CCC=CCC=CCC=CCC=CCCCC(O)=O JAZBEHYOTPTENJ-UHFFFAOYSA-N 0.000 description 4
- 235000020673 eicosapentaenoic acid Nutrition 0.000 description 4
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 description 3
- 239000012346 acetyl chloride Substances 0.000 description 3
- 244000005700 microbiome Species 0.000 description 3
- 239000002028 Biomass Substances 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 102000018997 Growth Hormone Human genes 0.000 description 2
- 108010051696 Growth Hormone Proteins 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- QWDCYFDDFPWISL-UHFFFAOYSA-N UNPD207407 Natural products CCC=CCC=CCC=CCC=CCC=CCCCC(=O)OC QWDCYFDDFPWISL-UHFFFAOYSA-N 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- OFIDNKMQBYGNIW-UHFFFAOYSA-N arachidonic acid methyl ester Natural products CCCCCC=CCC=CCC=CCC=CCCCC(=O)OC OFIDNKMQBYGNIW-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 238000004587 chromatography analysis Methods 0.000 description 2
- QWDCYFDDFPWISL-JEBPEJKESA-N cis-5,8,11,14,17-eicosapentaenoic acid methyl ester Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)OC QWDCYFDDFPWISL-JEBPEJKESA-N 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- -1 fatty acid esters Chemical class 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000001819 mass spectrum Methods 0.000 description 2
- 230000035800 maturation Effects 0.000 description 2
- OFIDNKMQBYGNIW-ZKWNWVNESA-N methyl arachidonate Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)OC OFIDNKMQBYGNIW-ZKWNWVNESA-N 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 229920001817 Agar Polymers 0.000 description 1
- 206010003210 Arteriosclerosis Diseases 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 241001480517 Conidiobolus Species 0.000 description 1
- 241000195493 Cryptophyta Species 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 210000000712 G cell Anatomy 0.000 description 1
- 229930186217 Glycolipid Natural products 0.000 description 1
- 241000235575 Mortierella Species 0.000 description 1
- 241001600665 Scleropodium Species 0.000 description 1
- 208000007536 Thrombosis Diseases 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 208000011775 arteriosclerosis disease Diseases 0.000 description 1
- 239000006177 biological buffer Substances 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 230000024245 cell differentiation Effects 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000006911 enzymatic reaction Methods 0.000 description 1
- 230000035784 germination Effects 0.000 description 1
- 239000005556 hormone Substances 0.000 description 1
- 229940088597 hormone Drugs 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 150000002617 leukotrienes Chemical class 0.000 description 1
- 235000019626 lipase activity Nutrition 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 229940094443 oxytocics prostaglandins Drugs 0.000 description 1
- 230000035790 physiological processes and functions Effects 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 150000003180 prostaglandins Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/64—Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
- C12P7/6409—Fatty acids
- C12P7/6427—Polyunsaturated fatty acids [PUFA], i.e. having two or more double bonds in their backbone
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/64—Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
- C12P7/6409—Fatty acids
- C12P7/6427—Polyunsaturated fatty acids [PUFA], i.e. having two or more double bonds in their backbone
- C12P7/6432—Eicosapentaenoic acids [EPA]
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/64—Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
- C12P7/6436—Fatty acid esters
- C12P7/6445—Glycerides
- C12P7/6458—Glycerides by transesterification, e.g. interesterification, ester interchange, alcoholysis or acidolysis
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/64—Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
- C12P7/6436—Fatty acid esters
- C12P7/6445—Glycerides
- C12P7/6472—Glycerides containing polyunsaturated fatty acid [PUFA] residues, i.e. having two or more double bonds in their backbone
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Zoology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Biotechnology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Microbiology (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Cosmetics (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH146/90A CH680448A5 (no) | 1990-01-17 | 1990-01-17 | |
| CH00146/90-2 | 1990-01-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH05111384A true JPH05111384A (ja) | 1993-05-07 |
Family
ID=4180300
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3003160A Withdrawn JPH05111384A (ja) | 1990-01-17 | 1991-01-16 | 多価不飽和脂肪酸の製造法 |
Country Status (14)
| Country | Link |
|---|---|
| EP (1) | EP0437710A1 (no) |
| JP (1) | JPH05111384A (no) |
| AU (1) | AU622061B2 (no) |
| CA (1) | CA2032648A1 (no) |
| CH (1) | CH680448A5 (no) |
| FI (1) | FI910175A (no) |
| HU (1) | HUT61334A (no) |
| IE (1) | IE904512A1 (no) |
| IL (1) | IL96584A0 (no) |
| NO (1) | NO910018L (no) |
| NZ (1) | NZ236537A (no) |
| PT (1) | PT96492A (no) |
| RU (1) | RU2038377C1 (no) |
| ZA (1) | ZA9151B (no) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2011041539A (ja) * | 2009-08-24 | 2011-03-03 | Hokuriku Electric Power Co Inc:The | ゼニゴケの長鎖多不飽和脂肪酸の生産方法 |
| JP2014087365A (ja) * | 1997-02-20 | 2014-05-15 | Koninkl Dsm Nv | 化学的に明確な培地を用いた工業的規模での有用化合物の発酵生産 |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1284345B (de) * | 1961-07-14 | 1968-11-28 | Laeis Werke Ag | Verfahren zum Formen von als Ringabschnitte gestalteten Futtersteinen fuer Giesspfannen, OEfen od. dgl. und Presse zum Durchfuehren des Verfahrens |
| JP2700741B2 (ja) * | 1992-03-24 | 1998-01-21 | 財団法人平岡環境科学研究所 | 培養種を用いたコケ類の栽培方法 |
| AU1499601A (en) * | 1999-11-25 | 2001-06-04 | Basf Plant Science Gmbh | Moss genes from physcomitrella patents encoding proteins involved in the synthesis of polyunsaturated fatty acids and lipids |
| BRPI1013611A8 (pt) * | 2009-03-18 | 2015-12-15 | Suntory Holdings Ltd | acetil-coa carboxilase |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0273708B1 (en) * | 1986-12-26 | 1994-03-23 | Sagami Chemical Research Center | Process for production of eicosapentaenoic acid |
| JPS63185390A (ja) * | 1987-01-27 | 1988-07-30 | Suntory Ltd | 藻類によるエイコサペンタエン酸の製造方法 |
| JPH01243993A (ja) * | 1988-03-24 | 1989-09-28 | Suntory Ltd | 苔類の細胞培養によるエイコサペンタエン酸及びそれを含有する脂質の製造方法 |
| JPH0324018A (ja) * | 1989-06-22 | 1991-02-01 | Tosoh Corp | 脂質代謝改善剤 |
-
1990
- 1990-01-17 CH CH146/90A patent/CH680448A5/fr not_active IP Right Cessation
- 1990-11-30 EP EP90122936A patent/EP0437710A1/fr not_active Withdrawn
- 1990-11-30 HU HU908018A patent/HUT61334A/hu unknown
- 1990-12-06 IL IL96584A patent/IL96584A0/xx unknown
- 1990-12-14 IE IE451290A patent/IE904512A1/en unknown
- 1990-12-19 CA CA002032648A patent/CA2032648A1/en not_active Abandoned
- 1990-12-19 NZ NZ236537A patent/NZ236537A/xx unknown
- 1990-12-24 AU AU68456/90A patent/AU622061B2/en not_active Ceased
-
1991
- 1991-01-03 ZA ZA9151A patent/ZA9151B/xx unknown
- 1991-01-03 NO NO91910018A patent/NO910018L/no unknown
- 1991-01-14 FI FI910175A patent/FI910175A/fi not_active Application Discontinuation
- 1991-01-16 PT PT96492A patent/PT96492A/pt not_active Application Discontinuation
- 1991-01-16 RU SU914894242A patent/RU2038377C1/ru active
- 1991-01-16 JP JP3003160A patent/JPH05111384A/ja not_active Withdrawn
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2014087365A (ja) * | 1997-02-20 | 2014-05-15 | Koninkl Dsm Nv | 化学的に明確な培地を用いた工業的規模での有用化合物の発酵生産 |
| JP2011041539A (ja) * | 2009-08-24 | 2011-03-03 | Hokuriku Electric Power Co Inc:The | ゼニゴケの長鎖多不飽和脂肪酸の生産方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| FI910175A (fi) | 1991-07-18 |
| ZA9151B (en) | 1991-10-30 |
| AU622061B2 (en) | 1992-03-26 |
| NO910018D0 (no) | 1991-01-03 |
| IL96584A0 (en) | 1991-09-16 |
| FI910175A0 (fi) | 1991-01-14 |
| RU2038377C1 (ru) | 1995-06-27 |
| HUT61334A (en) | 1992-12-28 |
| AU6845690A (en) | 1991-07-18 |
| CH680448A5 (no) | 1992-08-31 |
| EP0437710A1 (fr) | 1991-07-24 |
| NZ236537A (en) | 1991-11-26 |
| CA2032648A1 (en) | 1991-07-18 |
| PT96492A (pt) | 1991-10-15 |
| IE904512A1 (en) | 1991-07-17 |
| NO910018L (no) | 1991-07-18 |
| HU908018D0 (en) | 1991-06-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A300 | Application deemed to be withdrawn because no request for examination was validly filed |
Free format text: JAPANESE INTERMEDIATE CODE: A300 Effective date: 19980514 |